5-(3-Hydroxyprop-1-en-1-yl)-2-methoxyphenol

Details

• Internal ID: d3aab35b-fca0-4303-a45b-f6534f023236
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 5-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenol
• SMILES (Canonical): COC1=C(C=C(C=C1)C=CCO)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)/C=C/CO)O
• InChI: InChI=1S/C10H12O3/c1-13-10-5-4-8(3-2-6-11)7-9(10)12/h2-5,7,11-12H,6H2,1H3/b3-2+
• InChI Key: RTYQTTPTUBTOOF-NSCUHMNNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.20 g/mol
• Exact Mass: 180.078644241 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 374706-51-1
• (E)-5-(3-Hydroxyprop-1-en-1-yl)-2-methoxyphenol
• 344402-10-4
• MFCD01549228
• AKOS022640544
• BS-17146
• CS-0160767
• D80310
• 5-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenol
• EN300-1866756

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.9079	90.79%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8365	83.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8898	88.98%
OATP1B3 inhibitior	+	0.9679	96.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7350	73.50%
P-glycoprotein inhibitior	-	0.9870	98.70%
P-glycoprotein substrate	-	0.9487	94.87%
CYP3A4 substrate	-	0.6413	64.13%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.6970	69.70%
CYP3A4 inhibition	-	0.7997	79.97%
CYP2C9 inhibition	-	0.7752	77.52%
CYP2C19 inhibition	-	0.6161	61.61%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.5361	53.61%
CYP2C8 inhibition	-	0.5597	55.97%
CYP inhibitory promiscuity	+	0.5589	55.89%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.6485	64.85%
Eye corrosion	-	0.7402	74.02%
Eye irritation	+	0.9889	98.89%
Skin irritation	+	0.5887	58.87%
Skin corrosion	-	0.8179	81.79%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6932	69.32%
Micronuclear	-	0.7319	73.19%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	+	0.7662	76.62%
Respiratory toxicity	-	0.9222	92.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.6868	68.68%
Acute Oral Toxicity (c)	III	0.7514	75.14%
Estrogen receptor binding	-	0.6070	60.70%
Androgen receptor binding	-	0.5567	55.67%
Thyroid receptor binding	-	0.7449	74.49%
Glucocorticoid receptor binding	-	0.6874	68.74%
Aromatase binding	-	0.6998	69.98%
PPAR gamma	-	0.6209	62.09%
Honey bee toxicity	-	0.9562	95.62%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7270	72.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.88%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.84%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.16%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.53%	96.09%
CHEMBL3194	P02766	Transthyretin	90.96%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.09%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	88.78%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.72%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.68%	91.71%
CHEMBL1255126	O15151	Protein Mdm4	84.69%	90.20%
CHEMBL4208	P20618	Proteasome component C5	84.36%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.27%	89.62%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.67%	90.24%

Plants that contains it

• Codonopsis pilosula

Cross-Links

• PubChem: 12641158
• LOTUS: LTS0179010
• wikiData: Q105245495